Artificial intelligence (AI) is becoming an increasingly pivotal tool in shaping financial products, as revealed by Michael Saylor, founder and executive chairman of Strategy, in a recent discussion.
Saylor openly shared how AI has been woven into the company’s latest capital markets strategy, aiding the creation of new financial instruments and turbocharging its Bitcoin acquisition plans.
In a discussion at the company’s Strategy World event, Saylor shared that the firm’s latest preferred stock offerings—named Strife (STRF) and Strike (STRK)—were created using AI tools.
According to him,
“These are the first AI-designed securities that I know of, certainly in our industry.”
These offerings, launched earlier this year, aim to raise $84 billion through a mix of equity and debt to continue buying Bitcoin.
Designed to appeal to different investor preferences, STRK is a convertible preferred stock offering an 8% yield, payable in cash or Strategy common shares (MSTR).
STRF, on the other hand, is non-convertible and offers a 10% fixed dividend, tailored for income-focused investors.
Saylor said these securities feature financial characteristics like perpetual dividends and call options—structures not commonly seen in traditional offerings.
Saylor stated,
“A lot of our innovative capital markets activity—things like Strike, things like Strife—We had to fight through all sorts of complicated legal and financial issues. We did a convertible preferred stock; it had never been done before. We listed it on Nasdaq; it had never been done before.”
Saylor described the role of AI in the creation process as collaborative rather than autonomous.
He used AI to rapidly sift through volumes of financial data, legal structures, and regulatory precedents before taking the output to legal and finance teams for refinement.
He explained,
“It doesn’t necessarily give me the answer that I can immediately act on. But it gives me somewhere between 80% and 95% of what I need. And then I take that to the finance department, I take it to the legal department.”
He added that this process allowed Strategy to imagine and execute financial ideas that traditional models wouldn't suggest.
Formerly known as MicroStrategy, the company holds 555,450 Bitcoin as of 6 May 2025—worth around $52.2 billion.
This accounts for approximately 2.6% of Bitcoin’s total supply.
The latest purchase of 1,895 Bitcoin between 28 April and 4 May cost the company about $180 million, funded by recent stock sales, including proceeds from STRK.
The company began accumulating Bitcoin in August 2020, starting with a $250 million investment.
Since then, its holdings have grown more than 200-fold in value, transforming its balance sheet and pushing its market performance beyond all S&P 500 companies, including Nvidia.
Saylor credits much of this to the strategic role AI now plays across the firm.
Alongside financial products, Strategy is also rolling out AI-built enterprise solutions.
CEO Phong Le introduced Mosaic, a generative AI-powered analytics platform.
Described as the first internally created product built entirely with generative AI, Mosaic aims to simplify how firms manage and interact with their data.
Le said Mosaic removes the need for complex data warehouse integrations and gives businesses real-time access to their own data—without passing control to third-party AI firms.
According to him,
“What you own should be yours. It's your data. Don't give (AI companies) the rights to then go train an AI with your data. And if you want them to do so, sell your data—in fact that's a great way to make money.”
Saylor envisions a future where digital property, digital labour, and digital intelligence together accelerate productivity by 100 times, pushing private corporations to channel growing capital into Bitcoin.
In his view,
“If you’re a corporation, if you’re a private actor, if you’re a capitalist—what are you going to do with that capital? You’re going to roll it into Bitcoin.”
Michael Saylor discussed Bitcoin's role for corporations during a 2025 keynote speech.
In this model, AI becomes not only a tool for financial modelling and research but also a decision-maker for future Bitcoin acquisitions.
As AI boosts global productivity, according to the firm, demand for digital capital—like Bitcoin—will surge.
Saylor sees the convergence of AI and Bitcoin as inevitable, practical, and deeply profitable.
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